3-O-Descladinosyl-3-keto-6-O-methylerythromycin A E-9-O-[3-(5'-indolyl)-2-propargyl]oxime 11,12-cyclic carbonate

ID: ALA2316677

PubChem CID: 71570796

Max Phase: Preclinical

Molecular Formula: C42H59N3O11

Molecular Weight: 781.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(OC)C[C@@H](C)/C(=N\OCC#Cc2ccc3[nH]ccc3c2)[C@H](C)[C@H]2OC(=O)O[C@@]21C

Standard InChI:  InChI=1S/C42H59N3O11/c1-12-32-42(8)37(55-40(49)56-42)25(4)33(44-51-19-13-14-28-15-16-30-29(21-28)17-18-43-30)23(2)22-41(7,50-11)36(26(5)34(46)27(6)38(48)53-32)54-39-35(47)31(45(9)10)20-24(3)52-39/h15-18,21,23-27,31-32,35-37,39,43,47H,12,19-20,22H2,1-11H3/b44-33+/t23-,24-,25+,26+,27-,31+,32-,35-,36-,37-,39+,41-,42-/m1/s1

Standard InChI Key:  RTCIJTZOTAICGK-LXULMOGZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2316677

   (1R,2R,5R,7R,8R,9R,11R,12E,13S,14R)-8-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-12-[3-(1H-indol-5-yl)prop-2-ynoxyimino]-9-methoxy-1,5,7,9,11,13-hexamethyl-3,15,17-trioxabicyclo[12.3.0]heptadecane-4,6,16-trione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 781.94

Molecular Weight (Monoisotopic): 781.4150

AlogP: 5.24

#Rotatable Bonds: 7

Polar Surface Area: 167.44

Molecular Species: NEUTRAL

HBA: 13

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.93

CX Basic pKa: 8.27

CX LogP: 6.83

CX LogD: 6.22

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.12

Np Likeness Score: 1.01

References

1. Liang JH, An K, Lv W, Cushman M, Wang H, Xu YC..  (2013)  Synthesis, antibacterial activity and docking of 14-membered 9-O-(3-arylalkyl) oxime 11,12-cyclic carbonate ketolides.,  59  [PMID:23202851] [10.1016/j.ejmech.2012.10.054]

Source

Source(1):

• Scientific Literature